Technology Process of (3S,4S)-1,1-difluoro-4-hydroxy-3-(palmitoylamino)-4-phenylbutylphosphonic acid
There total 12 articles about (3S,4S)-1,1-difluoro-4-hydroxy-3-(palmitoylamino)-4-phenylbutylphosphonic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
diethyl (3S,4S)-1,1-difluoro-4-hydroxy-3-(palmitoylamino)-4-phenylbutylphosphonate;
With
trimethylsilyl bromide;
In
dichloromethane;
at 20 ℃;
for 24h;
In
methanol;
at 20 ℃;
for 2h;
DOI:10.1016/S0960-894X(02)00888-0
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: methanol / 0.5 h
2.1: imidazole / dimethylformamide / 13.5 h / 20 - 60 °C
3.1: p-TsOH / benzene / 0.5 h / Heating
4.1: tetrabutylammonium fluoride / tetrahydrofuran / 12 h / 50 °C
5.1: Dess-Martin periodinane / CH2Cl2 / 4 h / 20 °C
6.1: LDA / tetrahydrofuran
6.2: tetrahydrofuran / 3 h / -78 °C
7.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C
7.2: 1 h / -78 °C
8.1: n-Bu3SnH; AIBN / toluene / 2 h / 90 °C
9.1: 3 M aq. HCl / ethyl acetate / 1 h / 20 °C
10.1: Et3N; DMAP / CH2Cl2 / 2 h / 20 °C
11.1: bromotrimethylsilane / CH2Cl2 / 24 h / 20 °C
11.2: methanol / 2 h / 20 °C
With
1H-imidazole; hydrogenchloride; dmap; n-butyllithium; 2,2'-azobis(isobutyronitrile); trimethylsilyl bromide; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; Dess-Martin periodane; toluene-4-sulfonic acid; triethylamine; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1016/S0960-894X(02)00888-0
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: Dess-Martin periodinane / CH2Cl2 / 4 h / 20 °C
2.1: LDA / tetrahydrofuran
2.2: tetrahydrofuran / 3 h / -78 °C
3.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C
3.2: 1 h / -78 °C
4.1: n-Bu3SnH; AIBN / toluene / 2 h / 90 °C
5.1: 3 M aq. HCl / ethyl acetate / 1 h / 20 °C
6.1: Et3N; DMAP / CH2Cl2 / 2 h / 20 °C
7.1: bromotrimethylsilane / CH2Cl2 / 24 h / 20 °C
7.2: methanol / 2 h / 20 °C
With
hydrogenchloride; dmap; n-butyllithium; 2,2'-azobis(isobutyronitrile); trimethylsilyl bromide; tri-n-butyl-tin hydride; Dess-Martin periodane; triethylamine; lithium diisopropyl amide;
In
tetrahydrofuran; hexane; dichloromethane; ethyl acetate; toluene;
DOI:10.1016/S0960-894X(02)00888-0
